7,4'-dihydroxyflavan

ID: ALA508033

Chembl Id: CHEMBL508033

Cas Number: 494-48-4

PubChem CID: 3500616

Max Phase: Preclinical

Molecular Formula: C15H14O3

Molecular Weight: 242.27

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 7,4'-Dihydroxyflavan | CHEMBL508033|3,4-Dihydro-2-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol|494-48-4|4',7-Flavandiol|7,4''-Dihydroxyflavan|SCHEMBL2960172|DTXSID001218074|BDBM50241625|2H-1-Benzopyran-7-ol, 3,4-dihydro-2-(4-hydroxyphenyl)-

Canonical SMILES:  Oc1ccc(C2CCc3ccc(O)cc3O2)cc1

Standard InChI:  InChI=1S/C15H14O3/c16-12-5-1-10(2-6-12)14-8-4-11-3-7-13(17)9-15(11)18-14/h1-3,5-7,9,14,16-17H,4,8H2

Standard InChI Key:  YXMLGIGHGPSEKA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA508033

   3,4-Dihydro-2-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 242.27

Molecular Weight (Monoisotopic): 242.0943

AlogP: 3.16

#Rotatable Bonds: 1

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.31

CX Basic pKa: ┄

CX LogP: 3.48

CX LogD: 3.47

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.81

Np Likeness Score: 1.27

References

1. Ko HH, Yen MH, Wu RR, Won SJ, Lin CN..  (1999)  Cytotoxic isoprenylated flavans of Broussonetia kazinoki.,  62  (1): [PMID:9917310] [10.1021/np980281c]

2. Oslund RC, Cermak N, Verlinde CL, Gelb MH..  (2008)  Simplified YM-26734 inhibitors of secreted phospholipase A2 group IIA.,  18  (20): [PMID:18818074] [10.1016/j.bmcl.2008.09.041]

3. Ahn JH, Liu Q, Lee C, Ahn MJ, Yoo HS, Hwang BY, Lee MK..  (2012)  A new pancreatic lipase inhibitor from Broussonetia kanzinoki.,  22  (8): [PMID:22450131] [10.1016/j.bmcl.2012.02.088]

Source

Source(1):

• Scientific Literature